In 1850 a Mexican adventurer named Narisco Lopez canvassed the American South for volunteers for a filibuster operation into Cuba. In OTL, while he gained widespread support, he was saddled with bad luck, a hostile Federal government and poor planning. While he did eventually land a force, it barely amounted to anything and fled back to Florida in defeat. Lopez would try again and in 1851 was executed by Spanish troops for a similar operation (along with a bunch of Americans).
One interesting note is that, for his first attempt, Lopez approached both Jefferson Davis and Robert E. Lee to take active roles, promising them Cuban plantations. Both men seriously considered the offers, but declined. What if both men had joined the effort, and lent the operation their considerable political, financial and military influence?
How would America have faced an on-going realistic chance at taking over Cuba and war with Spain? Would the North ever concede another imperialistic land-grab so soon after mexico, this time even more blatantly illegal and founded on the expansion of slavery? But if the North did not, would the South agree to back away from a possible expansion of a vast new area to expand their power? Might it trigger a civil war?
It seems an interesting alternate route for America to take.
One interesting note is that, for his first attempt, Lopez approached both Jefferson Davis and Robert E. Lee to take active roles, promising them Cuban plantations. Both men seriously considered the offers, but declined. What if both men had joined the effort, and lent the operation their considerable political, financial and military influence?
How would America have faced an on-going realistic chance at taking over Cuba and war with Spain? Would the North ever concede another imperialistic land-grab so soon after mexico, this time even more blatantly illegal and founded on the expansion of slavery? But if the North did not, would the South agree to back away from a possible expansion of a vast new area to expand their power? Might it trigger a civil war?
It seems an interesting alternate route for America to take.